Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629309Generated: October 30, 2026

Dimethylformamide → 5-Bromo-6-(2,4-difluorophenoxy)-1,3-dimethyl-1,3-dihydro-2H-benzimidazol-2-one

https://huagongshe.com/reaction/629309

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant5-Bromo-6-(2,4-difluorophenoxy)-1,3-dihydro-2H-benzimidazol-2-oneHCID 118093670—
SolventWaterHCID 962—
Product5-Bromo-6-(2,4-difluorophenoxy)-1,3-dimethyl-1,3-dihydro-2H-benzimidazol-2-oneHCID 11809365694%

Reaction Conditions

Temperature20 °C

Reaction Steps

A solution of 5-bromo-6-(2,4-difluorophenoxy)-1,3-dihydro-2H-benzimidazol-2-one (0.106 g, 0.311 mmol) in N,N-dimethylformamide (2.2 mL) was treated with sodium hydride (0.0273 g, 0.684 mmol) and stirred at 20° C. for 30 min. The reaction mixture was treated with methyl iodide (0.0426 mL, 0.684 mmol) and stirred 20° C. for 30 min. The reaction mixture was diluted with water which resulted in the formation of a precipitate. The solid was filtered and washed with water to give the desired product (108 mg, 94%) which was used without further purification. LCMS calculated for C15H12BrF2N2O2 (M+H)+: m/z=369.0, 371.0. found: 368.9, 371.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315501B2
Source datasetuspto-grants-2016_04
ORD IDord-68b921bb8164476c9f1d32b58d535453
Source noteuspto-grants-2016_04